Ligand profile

CHEMBL3218302

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt O43826 Formula C₂₆H₂₇ClO₈
pchembl 6.68 ~208.9 nM
Mol. weight 502.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3218302
UniProt (similar protein)
O43826
pchembl
6.680 (~208.9 nM)
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.95 Da
LogP (Crippen) 3.13
H-bond donors 4
H-bond acceptors 7
TPSA 133.52 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.38
Formula C₂₆H₂₇ClO₈

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 133.5
  • −1 ≤ LogP ≤ 5 3.13
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 502.9
  • LogP ≤ 5 3.13
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 133.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(/C=C/c1ccc(O)cc1)O[C@@H]1C[C@](OC[C@@H]2C[C@@H]2c2ccc(Cl)cc2)(C(=O)O)C[C@@H](O)[C@H]1O
InChI 
InChI=1S/C26H27ClO8/c27-18-6-4-16(5-7-18)20-11-17(20)14-34-26(25(32)33)12-21(29)24(31)22(13-26)35-23(30)10-3-15-1-8-19(28)9-2-15/h1-10,17,20-22,24,28-29,31H,11-14H2,(H,32,33)/b10-3+/t17-,20+,21+,22+,24+,26-/m0/s1
InChIKey 
GXYXOQNLWDVZCK-UCIPEFGISA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF07690

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00107.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)